#1
How do I tighten the jack on my guitar? Do I just turn i clockwise or will that rip the wires on the inside or something?
#3
Do NOT just turn it to the right. If the wire twists up youll rip the wires, and you DO NOT want that happening.

Unscrew the 2 screws holding the jack, then hold the jack itself, and tighten the washer making sure the wires get don't twist or get caught.